Optimization of phase-transfer catalysts designed from calix[4]arene

Koji Araki, Akihiro Yanagi, Seiji Shinkai

研究成果: Contribution to journalArticle査読

34 被引用数 (Scopus)

抄録

To optimize the calix[4]arene structure for a phase-transfer catalyst, we modified the upper rim with lipophilic tert-octyl groups and the lower rim with O(CH2CH2O)mMe (m=1, 2, and 3). Through two-phase solvent extraction, 1H NMR studies on the metal-binding site, and phase-transfer catalysis we have reached conclusions that (i) lipophilic groups introduced into the upper rim effectively enhance the catalytic activity whereas (ii) to compose an effective ionophoric cavity on the lower rim, OCH2CH2OMe (i.e., m=1) suffices and m=2 and m=3 rather decrease the catalytic activity and cause emulsification. The optimized calix[4]arene-based phase-transfer catalyst showed the catalytic activity comparable with dicyclohexyl-18-crown-6.

本文言語英語
ページ(範囲)6763-6772
ページ数10
ジャーナルTetrahedron
49
31
DOI
出版ステータス出版済み - 7 30 1993

All Science Journal Classification (ASJC) codes

  • 生化学
  • 創薬
  • 有機化学

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